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Compound Detail

CHEMBL5191141

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[2H]c1c([2H])c([2H])c([C@@H]2C[C@@H](N3CCN(C([2H])([2H])[2H])C(C)(C)C3)c3cc(Cl)ccc32)c([2H])c1[2H]

Basic Information

ChEMBL ID CHEMBL5191141
Phase Preclinical
Structure Type MOL
InChI Key BYPMJBXPNZMNQD-WHCYFCLHSA-N
Parent Compound CHEMBL3039528
Active Moiety CHEMBL3039528
20
Targets
20
Activities
1
Assay Types
0
PK Parameters
20
Publications
0
Known Names

Molecular Properties

354.9
MW (Da)
4.94
ALogP
2
HBA
0
HBD
6.5
PSA (Ų)
0.75
QED
0
Ro5 Violations
2
Rot. Bonds

Drug Information

Availability Unknown
Chirality Unknown

Flags

First in Class Prodrug

Extended Properties

Molecular Formula C22H27ClN2
MW 362.97
Aromatic Rings 2
Heavy Atoms 25
NP-Likeness 0.08

Activity Summary

Ki 20 meas. best 9.43

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
D(1B) dopamine receptor
CHEMBL1850
Ki 9.43 9.43 0.4 1
5-hydroxytryptamine receptor 2B
CHEMBL1833
Ki 9.4 9.4 0.4 1
D(1A) dopamine receptor
CHEMBL2056
Ki 9.25 9.25 0.6 1
5-hydroxytryptamine receptor 6
CHEMBL3371
Ki 9.23 9.23 0.6 1
5-hydroxytryptamine receptor 2A
CHEMBL224
Ki 9.02 9.02 1.0 1
5-hydroxytryptamine receptor 2C
CHEMBL225
Ki 8.82 8.82 1.5 1
Alpha-1B adrenergic receptor
CHEMBL232
Ki 8.54 8.54 2.9 1
Alpha-1A adrenergic receptor
CHEMBL229
Ki 8.47 8.47 3.4 1
5-hydroxytryptamine receptor 7
CHEMBL3155
Ki 8.42 8.42 3.8 1
Histamine H1 receptor
CHEMBL231
Ki 8.4 8.4 4.0 1
D(2) dopamine receptor
CHEMBL217
Ki 8.39 8.39 4.1 1
D(4) dopamine receptor
CHEMBL219
Ki 8.17 8.17 6.8 1
Alpha-1D adrenergic receptor
CHEMBL223
Ki 8.02 8.02 9.5 1
Alpha-2C adrenergic receptor
CHEMBL1916
Ki 8.01 8.01 9.7 1
D(3) dopamine receptor
CHEMBL234
Ki 7.8 7.8 16.0 1
Alpha-2B adrenergic receptor
CHEMBL1942
Ki 7.33 7.33 47.0 1
5-hydroxytryptamine receptor 1A
CHEMBL214
Ki 7.05 7.05 89.0 1
5-hydroxytryptamine receptor 1B
CHEMBL3459
Ki 6.77 6.77 170.0 1
Alpha-2A adrenergic receptor
CHEMBL1867
Ki 6.25 6.25 560.0 1
Sodium-dependent dopamine transporter
CHEMBL238
Ki 5.38 5.38 4200.0 1

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
D(1B) dopamine receptor Ki = 0.37 nM 9.43 Displacement of [3H]SCH 23390 from recombinant human D5 receptor measured after ... 35809818
5-hydroxytryptamine receptor 2B Ki = 0.4 nM 9.4 Displacement of [125I](+/-)DOI from recombinant human 5-HT2B receptor measured a... 35809818
D(1A) dopamine receptor Ki = 0.56 nM 9.25 Displacement of [3H]SCH 23390 from recombinant human D1 receptor measured after ... 35809818
5-hydroxytryptamine receptor 6 Ki = 0.59 nM 9.23 Displacement of [3H]LSD from recombinant human 5-HT6 receptor measured after 120... 35809818
5-hydroxytryptamine receptor 2A Ki = 0.96 nM 9.02 Displacement of [125I](+/-)DOI from recombinant human 5-HT2A receptor measured a... 35809818
5-hydroxytryptamine receptor 2C Ki = 1.5 nM 8.82 Displacement of [125I](+/-)DOI from recombinant human 5-HT2C receptor measured a... 35809818
Alpha-1B adrenergic receptor Ki = 2.9 nM 8.54 Displacement of [3H]prazosin from recombinant human alpha1B receptor measured af... 35809818
Alpha-1A adrenergic receptor Ki = 3.4 nM 8.47 Displacement of [3H]prazosin from recombinant human alpha1A receptor measured af... 35809818
5-hydroxytryptamine receptor 7 Ki = 3.8 nM 8.42 Displacement of [3H]LSD from recombinant human 5-HT7 receptor measured after 120... 35809818
Histamine H1 receptor Ki = 4.0 nM 8.4 Displacement of [3H]pyrilamine from recombinant human H1 receptor measured after... 35809818
D(2) dopamine receptor Ki = 4.1 nM 8.39 Displacement of [3H]7-OH-DPAT from recombinant human D2S receptor measured after... 35809818
D(4) dopamine receptor Ki = 6.8 nM 8.17 Displacement of [3H]methyl-spiperone from recombinant human D4.4 receptor measur... 35809818
Alpha-1D adrenergic receptor Ki = 9.5 nM 8.02 Displacement of [3H]prazosin from recombinant human alpha1D receptor measured af... 35809818
Alpha-2C adrenergic receptor Ki = 9.7 nM 8.01 Displacement of [3H]RX 821002 from recombinant human alpha2C receptor measured a... 35809818
D(3) dopamine receptor Ki = 16.0 nM 7.8 Displacement of [3H]methyl-spiperone from recombinant human D3 receptor measured... 35809818
Alpha-2B adrenergic receptor Ki = 47.0 nM 7.33 Displacement of [3H]RX 821002 from recombinant human alpha2B receptor measured a... 35809818
5-hydroxytryptamine receptor 1A Ki = 89.0 nM 7.05 Displacement of [3H]8-OH-DPAT from recombinant human 5-HT1A receptor measured af... 35809818
5-hydroxytryptamine receptor 1B Ki = 170.0 nM 6.77 Displacement of [125I]CYP from rat brain 5HT1B receptor measured after 120 mins ... 35809818
Alpha-2A adrenergic receptor Ki = 560.0 nM 6.25 Displacement of [3H]RX 821002 from recombinant human alpha2A receptor measured a... 35809818
Sodium-dependent dopamine transporter Ki = 4200.0 nM 5.38 Displacement of [3H]BTCP from recombinant human DAT measured after 120 mins by s... 35809818

Literature References

PubMed DOI Target Context # Activities
35809818 10.1016/j.bmcl.2022.128879 Cytochrome P450 3A4 2
35809818 10.1016/j.bmcl.2022.128879 Cytochrome P450 2C19 2
35809818 10.1016/j.bmcl.2022.128879 ADMET 2
35809818 10.1016/j.bmcl.2022.128879 Histamine H1 receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-2B adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-2A adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1D adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1B adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 Alpha-1A adrenergic receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(1B) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(4) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(3) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(2) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 D(1A) dopamine receptor 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 7 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 6 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2C 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2B 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 2A 1
35809818 10.1016/j.bmcl.2022.128879 5-hydroxytryptamine receptor 1B 1

Data from ChEMBL 36 via Core Engine